Antibiotic complex s-3466 and process for making same

ABSTRACT

AN ANTIBIOTIC COMPLEX DESIGNED AS S-3466 AND THE THREE CRYSTALLINE COMPONENTS ISOLATED THEREFROM DESIGNATED AS 2-3466 A, S-3466 B AND S-3466 C, WHICH ARE BIOLOGICALLY ACTIVE AND USEFUL AS ANTIMICROBIAL, INSECTICIDAL AND MITICIDAL AGENTS, ARE PRODUCED BY CULTIVATING A MICROORGANISM, STREPTOMYCES AUREUS, IN A CHEMICALLY DEFINED OR NATURAL NUTRIENT MEDIUM CONTAINING ASSIMILABLE CARBON SOURCES, NITROGEN SOURCES AND INORGANIC SALTS UNDER AEROBIC CONDITIONS TO PRODUCE ANTIBIOTIC COMPLEX S-3466 IN MYCELIUM. THE COMPLEX S-3466 CAN BE SEPARATED BY COLUMN CHROMATOGRAPHY INTO S-3466 A, S-3466 B AND S-3466 C.

24 Sheets-Sheet l KUNIO ANDO ETAL 230 240 250 260 Z7O28O29O3OO3'O32%384O WAVE LENGTH (my) Fig. 2

July 3, 1973 ANTIBIOTIC COMPLEX 5,;3466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 -OONm OOwm 000v INVENTOR S KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO ATTORNEY WAVE NUMBER (cm- 3466 AND PROCESS FOR MAKING SAME 24 Sheets-Sheet 2 1973 KUNIO ANDO ET AL ANTIBIOTIC COMPLEX S5 Filed Feb. 18, 1971 00m OOm 009 09 OON OOm -OOE OOm -OOw 00: 00m. 009 OOON 00mm OOOm OOmm OOOv WAVE NUMBER (cm' WAVE NUMBER (cm- INVENTOR KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO ATTORNEY 2 July 3, 1973 KUN|O ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX 5-:{5466 AND PROCESS F'QR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 5 WAVE LENGTH mm) 2.5 3 0 4.0 50 6.0

O. 4000' 3200 24'00 19'00 1700 ISbO 3600 2800 2000 I800 |s00 WAVE NUMBER mm") Fig. 5-19 WAVE LENGTH (,um)

INVENTOR s KUNIO ANDO, HIDEO OISHI TAKAO SAGAWA, SEIJI HIRANO July 3, KUNlo ANDQ ET AL 3,743,724

ANTIBIOTIC COMPLEX 3;:5456 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 4 Fig 6 -0 l 2b 4b 6b 8b /e 5E) |o'o I20 140 I60 /e INVENTORS KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO July 3, 1973 KUNIQ ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX 5,;3466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 5 |o 260 220 240 zo 260 zo 360 320 340 We INVENTQRS KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO July 3, KUNIQ ANDQ ET AL 3,743,724

ANTIBIOTIC COMPLEX 5%3466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 6 Fig. 6 e

Hg. 6 f

INVENTOR KUNIQ ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI BY mANo y 3, 1973 KUNIO ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX 5.;3466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 7 F/gfG-g 4&0 460 4 80 300 /e 500 so 54o so 550 660 6'20 /e INVENTOR S 1973 KUNIO ANDO ET AL 3,743,724

ANTIBIQTIC COMPLEX $5 5466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 8 Fig. 6

INVENTOR KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO July 3, 1973 KUNIO ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX 5;;5466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 9 F/g. 7-b

INVENTORS KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRAIiQ July 3, 1973 umo ANDO E AL I 3,743,724

ANTIBIOTIC COMPLEX 5*5466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet l0 INVENTORSM KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI ummqif July 3, 1973 KUNIQ ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX $55466 AND PROCESS FOR MAKTNG SAME Filed Feb. 18, 1971 24 Sheets-Sheet 11 F/g. 7-- e 340 360 so so 460 4 20 440 /e F/g- 7-f 4 10 4o 480 560 520 540 so so /e INVENTORS KUNIO ANDO, HIDEO o1sn1, TAKAO SAGAWA, SEIJI HIRANO ATTORNEY: I

July 3, 1973 KUNIO ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX $55466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 12 F/g. 7-g

Fig. 7 h

INVENTOE KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO July 3, 1973 KUNIO ANDO ET AL ANTIBIOTIG COMPLEX 5,53466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet l3 hum.- I40 I60 180 260 zo 240 260 ziao 300 520 340 see INVENTOR S SEIJI HIRANO KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA,

BY M ATTORNE July 3, 1973 KUNIO ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX 5;:5466 ANDKPROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 14 I F/g. 8c

I i M F/g. 8-d

520 5'40 5'60 5'80 660 eo e40 660 A? INVENTOR S KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANQ July 3, 1973 umo ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX 25466 ANDQPROCEBS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 15 660 so 76o 7'20 740 760 K30 /e luvz-zu-roag KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRAN g 1 BY ATTORNEY} July 3, 1973 KUNIO ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX 5&5466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 16 IOO HO |2O INVENTORS KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO d ATTORNm July 3, 1973 umo ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX S5466 AND PROCESS FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 17 F/g. 9- e I hull-l Ju i ho |o I90 200 INVENTOR KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO July 3, 1973 KUNIO ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX 5*3466 ANDPROCES5.FOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 18 25o zso 2'0 280 290 INVENTORS KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO ATTORNEY July 3, 1973 umo ANDO ETAL 3,743,724

ANTIBIOTIC COMPLEX S a-5466 AND'PROCESS FOR MAKING SAME Filed Feb, 18, 1971 24 Sheets-Sheet 19 36o 3|0 zo 3'30 INVENTOR KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO ATTORNEY July 3, 1973 umo ANDO ET AL 3,743,724

ANTIBIOTIC COMPLEX $5466 AND'PROCESSFOR MAKING SAME Filed Feb. 18, 1971 24 Sheets-Sheet 20 F/g. 9-K

INVENTOR KUNIO ANDO, HIDEO OISHI, TAKAO SAGAWA, SEIJI HIRANO 

